Lithium Hydroxide → HCID 14724812, compound

HRID 1196842Notes

Reaction equation

HRID 1196842 reaction equation
[NH:1]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[C@H:2]([C:10]([NH:12][C@H:13]([C:17]([O:19]C)=[O:18])[CH2:14][CH2:15][CH3:16])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[OH-].[Li+].S(=O)(=O)(O)[O-].[Na+]>O.O1CCOCC1>[NH:1]([C:21]([O:23][C:24]([CH3:25])([CH3:27])[CH3:26])=[O:22])[C@H:2]([C:10]([NH:12][C@H:13]([C:17]([OH:19])=[O:18])[CH2:14][CH2:15][CH3:16])=[O:11])[CH2:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

6

Reactant 3

HCID 3939Lithium HydroxideHCID 516919Sodium BisulfateHCID 14724810HCID 14724810, compound

Product 1

HCID 14724812HCID 14724812, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

20.1 g (0.053 mol) of Boc-Phe-Nva-OMe (Example 1a) are suspended in 30 ml of water and 30 ml of dioxane. 2.5 g (0.106 mol) of lithium hydroxide are introduced at room temperature, and the mixture is stirred at room temperature for 3 hours. The reaction solution is acidified with 10% strength sodium bisulfate solution, and the product is filtered off with suction and stirred with diisopropyl ether.

Workup

  1. filtrationthe product is filtered off with suction
  2. stirringstirred with diisopropyl ether

Sources & evidence

ORD record
ord-366682f3fd5f4e14b16d8613e7c1db41
Source dataset
uspto-grants-1992_05
Patent number
US05116835

Reaction notes

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